Zhang Yawei, Peng Chengxing, Li Xiaoli, Liu Xiuying, Ding Liyuan, Zhong Guofu, Zhang Jian
School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu 273165, China.
Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Zhejiang Key Laboratory of Organosilicon Material Technology, College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 311121, China.
Molecules. 2025 Apr 8;30(8):1669. doi: 10.3390/molecules30081669.
Chelation-assisted olefinic C-H functionalization has been demonstrated to be a powerful method of constructing multi-substituted alkenes from simpler ones. This strategy produces complex alkenes in a regio- and stereoselective manner, followed by C-H endo- and exo-cyclometallation. Among the various directing groups developed, N,N- and N,O-bidentate directing groups are the most widely used to selectively promote C-H functionalization due to their fine, tunable, and reversible coordination with the metal center. In this review, we discuss various N,N- and N,O-bidentate directing group-assisted olefinic C-H bond functionalization reactions, including alkenylation, alkylation, arylation, thiolation, silylation, halogenation, and cyclization.
螯合辅助的烯烃C-H官能化已被证明是一种从较简单的烯烃构建多取代烯烃的有效方法。该策略以区域和立体选择性的方式生成复杂烯烃,随后进行C-H内和外环金属化。在已开发的各种导向基团中,N,N-和N,O-双齿导向基团由于其与金属中心的良好、可调节和可逆配位而被最广泛地用于选择性促进C-H官能化。在本综述中,我们讨论了各种N,N-和N,O-双齿导向基团辅助的烯烃C-H键官能化反应,包括烯基化、烷基化、芳基化、硫醇化、硅烷化、卤化和环化。